3-Phenylpiperidin-3-ol

Base Information

• Chemical Name: 3-Phenylpiperidin-3-ol
• CAS No.: 23396-50-1
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Hs Code.: 2933399090
• European Community (EC) Number: 674-777-5
• DSSTox Substance ID: DTXSID00450400
• ChEMBL ID: CHEMBL4560571
• Mol file: 23396-50-1.mol

Synonyms:3-phenylpiperidin-3-ol;23396-50-1;3-Hydroxy-3-phenyl-piperidine;3-Piperidinol,3-phenyl-;MFCD08689643;3-phenyl-3-piperidinol;SCHEMBL1764933;CHEMBL4560571;DTXSID00450400;KJBQDFYSFZZSMZ-UHFFFAOYSA-N;YAA39650;AKOS005264938;FS-2138;SB42938;CS-0269773;FT-0757161;EN300-312738;A816700;J-015097;J-513059

Chemical Property of 3-Phenylpiperidin-3-ol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 91-92 °C
• Refractive Index: 1.559
• Boiling Point: 300.144 °C at 760 mmHg
• PKA: 14.09±0.20(Predicted)
• Flash Point: 120.465 °C
• PSA: 32.26000
• Density: 1.093 g/cm³
• LogP: 1.58640
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

99.0%Min ^*data from raw suppliers

3-Phenylpiperidin-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CNC1)(C2=CC=CC=C2)O

Technology Process of 3-Phenylpiperidin-3-ol

There total 9 articles about 3-Phenylpiperidin-3-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

N-tert-butoxycarbonyl-3-hydroxy-3-phenylpiperidine (213923-81-0) → 3-hydroxy-3-phenylpiperidine (23396-50-1)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 94.0%

N-benzyl-3-hydroxy-3-phenylpiperidine (58879-07-5) → 3-hydroxy-3-phenylpiperidine (23396-50-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 10h; under 1551.4 Torr;

DOI:10.1080/00397919708004819

Reference yield:

1-benzyl-3-piperidone (40114-49-6) → 3-hydroxy-3-phenylpiperidine (23396-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / diethyl ether; tetrahydrofuran / 18 h / 0 °C

2: 52 percent / H₂ / Pd(OH)2-C / methanol / 17 h / 3102.89 Torr

With hydrogen; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; 1: Grignard reaction;

DOI:10.1016/j.bmc.2005.04.060

upstream raw materials:

N-benzyl-3-hydroxy-3-phenylpiperidine

1-benzyl-3-piperidone

phenylmagnesium chloride

N-tert-butoxycarbonyl-3-hydroxy-3-phenylpiperidine

Downstream raw materials:

N-isopropyl-3-hydroxy-3-phenylpiperidine hydrochloride

1-methyl-3-(p-nitrophenyl)-3-piperidinol

1-acetyl-3-acetoxy-3-(p-nitrophenyl)-piperidine

1-acetyl-3-(p-nitrophenyl)-3-piperidinol

Refernces

• 1、 -. "Novel piperidyl derivatives of quinazoline and isoquinoline". Page/Page column 23. . Retrieved 2010/02/15.
• 2、 Sui, Zhihua,Dodd, John,Ohemeng, Kwasi A.. "An efficient synthesis of N-aroyl-3-phenyltetrahydropyridines". . p. 175 - 185. Retrieved 2007/10/03.